(4S,5S)-4-(2-pyridyl)-5-<(tert-butyldiphenylsilyl)oxy>methyl-2,2-dimethyl-1,3-dioxolane

Base Information

Chemical Name:(4S,5S)-4-(2-pyridyl)-5-<(tert-butyldiphenylsilyl)oxy>methyl-2,2-dimethyl-1,3-dioxolane
CAS No.:156145-70-9
Molecular Formula:C₂₇H₃₃NO₃Si
Molecular Weight:447.649
Hs Code.:

Synonyms:(4S,5S)-4-(2-pyridyl)-5-<(tert-butyldiphenylsilyl)oxy>methyl-2,2-dimethyl-1,3-dioxolane

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Chemical Property of (4S,5S)-4-(2-pyridyl)-5-<(tert-butyldiphenylsilyl)oxy>methyl-2,2-dimethyl-1,3-dioxolane

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Technology Process of (4S,5S)-4-(2-pyridyl)-5-<(tert-butyldiphenylsilyl)oxy>methyl-2,2-dimethyl-1,3-dioxolane

There total 6 articles about (4S,5S)-4-(2-pyridyl)-5-<(tert-butyldiphenylsilyl)oxy>methyl-2,2-dimethyl-1,3-dioxolane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

: 156145-69-6
(4S,5S)-4-cyano-5-<(tert-butyldiphenylsilyl)oxy>methyl-2,2-dimethyl-1,3-dioxolane

: 74-86-2,25067-58-7
acetylene

: 156145-70-9
(4S,5S)-4-(2-pyridyl)-5-<(tert-butyldiphenylsilyl)oxy>methyl-2,2-dimethyl-1,3-dioxolane

Guidance literature:: With (η5-cyclopentadienyl)-η4-cycloocta-1,5-dienecobalt(I); In toluene; at 120 ℃; for 24h; under 10640 Torr;
DOI:10.1016/0957-4166(96)00086-9

Reference yield:

: 156145-68-5
4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threose oxime

: 156145-70-9
(4S,5S)-4-(2-pyridyl)-5-<(tert-butyldiphenylsilyl)oxy>methyl-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 1 h

2: 94 percent / (π-cyclopentadienyl)cobalt-1,5-cyclooctadiene / toluene / 24 h / 120 °C / 10640 Torr

With (η5-cyclopentadienyl)-η4-cycloocta-1,5-dienecobalt(I); 1,1'-carbonyldiimidazole; In dichloromethane; toluene;
DOI:10.1016/0957-4166(96)00086-9

Reference yield:

: 50622-09-8
2,3-O-isopropylidene-L-threitol

: 156145-70-9
(4S,5S)-4-(2-pyridyl)-5-<(tert-butyldiphenylsilyl)oxy>methyl-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) sodium hydride / 1.) THF, RT, 45 min, 2.) THF, 45 min

2: 1.) dimethyl sulfoxide, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, RT, 1 h

3: NH₂OH*HCl, 10percent aq.Na₂CO₃ / methanol / 24 h

4: 1,1'-carbonyldiimidazole / CH₂Cl₂ / 1 h

5: 94 percent / (π-cyclopentadienyl)cobalt-1,5-cyclooctadiene / toluene / 24 h / 120 °C / 10640 Torr

With oxalyl dichloride; (η5-cyclopentadienyl)-η4-cycloocta-1,5-dienecobalt(I); hydroxylamine hydrochloride; sodium hydride; sodium carbonate; dimethyl sulfoxide; triethylamine; 1,1'-carbonyldiimidazole; In methanol; dichloromethane; toluene;
DOI:10.1016/0957-4166(96)00086-9